Nathan sulzberger



Patent Nov. 18, 1924.

NATHAN S'ULZIBERGER, OF NEW YORK, N. Y.

PHOTOGRAPHIC DEVELOPER.

Original application filed December 18, 1918, Serial No. 267,409 Divided and this application filed August 10, 1921.

county of New York, State of New York,

have invented certain new and useful Improvements in Photo aphic Developers; and I do hereby declare the following to be a full, clear, and exact description of the invention, such as will enable others skilled in the art to which it appertains to make and use the same.

The present invention relates to improved photographic developers of a stable charactercontaining an aromatic hydroxyl-amin substance, and more particularly a salt of phenyl-hydroxyl-amin or its homologues or derivatives, etc., with an organic acid.

Beta-phenyl-hydroxyl-amin itself and certain of its derivatives are unstable in solution and particularly in alkaline solution, and even in a dry state, and, without special treatment, are not available for use as photographic developers. I

The present invention relates to photographic developers which are relatively stable in character. The new photographic developers contain or are made from salts of the hydroxyl-amins and more partic-' ularly salts with organic acids.

When a relatively concentrated solution of phenyl-hydroxyl-amin in water is treated with a solution of oxalic acid (say about 10%) there is produced almost instantly a. crystalline precipitate which is of stable character and which is also not very soluble in water. Under proper conditions a relatively pure precipitate can be obtained merely by filtering and washing. The resulting product I consider to be the oxalate (i. e., a salt of an organic acid) of the phenyl-hydroxyl-amin. It can be further purified and is stable in the air and can be kept for long periods of time.

Instead of combining the phenyl-hydroxylamin with oxalic acid. it can be combined with other organic acids such as citric, formic lactic, pyrogallic, tannic, etc, or in general Serial No. 491,296.

with such acids which have no detrimental action when combined with the phenyl-hydroxyl-amin, that is, no action detrimental for use as photographic developers. The acids employed should not of course be of such a character that the action of the developer will be destroyed or detrimentally influenced to an objectionable extent; acids enhancing the developing qualities are of particular value.

The new photographic developers contain the hydroxyl-amin substancewith other suitable ingredients, including, if desired, also such as will tend to prevent or retard any too rapid'or objectionable oxidation of the hydroxyl-amin substance itself, particularly in the alkaline solution.

I have found the following compositions well adapted for use for photographic developing purposes:

For a paper developer dissolve in 100 ounces of Water- Sodium sulfite (dry) 5- ounces Hydroquinone y 1 ounce. Phenyl-hydroxyl-amin oxalate (as above described) p ounce. Sodium carbonate (anhydrous) 10 ounces. Potassium bromide (crystalline 6 grains.

Water 10 ounces. Sodium sulfite (dry) 20 grains. Hydroquinone 40 grains.

Phenyl-hydroxyl-amin oxalate- 20 grainso (as above described) Sodium carbonate (anhydrous) 600 grains. Potasiurn bromide (crystalline) 4 graiirs In using this developer it can be diluted with water to the desired extent, and may then be used for developing films in much the usual manner, but with added advantage to the developing process and to the result produced.

Modifications of these formulae as to quantity and nature of the added ingredicuts to meet various conditions for which the developer is to be used are to be considered as Within the scope of the invention. Such additions may be for modifying the tone or increasing or retarding the action of the developer, etc.

Instead of the salts of phenyl-hydroxylamin itself with organic acids, other suitable compounds or salts of its homolo-gues or of other aromatic hydroxyl-amins, such as naphtyl-hydroxyl-amin, etc., and their derivatives may be employed.

When using solid salts of the character described which are relatively stable, these salts can be kept for considerable periods of time and used in a dry state when desired, or they can be combined with other dry ingredients of the developer and the composite developer then added to water, or to other solution for use. The developer may thus be put up in tablet form, etc., either pure or mixed.

From the above formulae it will be noted that the phenyl-hydroxyl-amin oxalate is compounded With sodium sulfite and sodium carbonate as well as with other developer ingredients, for example, hydroquinone and potassium bromide. The sodium sulfite contributes to the developer composition and also has a protective influence upon the alkaline solution of the hydroxylamin substances, Other substances having similar action may be employed.

Variations and modifications can be made in the photographic developer without departing from the invention. For example, other phenyl-hydroxyl-amin compounds and derivatives may be similarly used as well as other photographic developer ingredients such as would be considered by those skilled in the art of value or as equivalents of those mentioned.

I do not claim herein the new salts of aromatic hydroxyl-amins with organic acids as these form the subject of my prior application, Serial No. 267,409, filed December 18, 1918, which matured into Patent No. 1,390,260, dated Sept. 6, 1921, of which, this application is a division.

I claim: h

1. A photographic developer containing an organic acid saltof an aromatic hydoxylamin together with other developer ingre' dients.

2. A photographic developer containing an organic acid salt of phenyl-hydroxylamin together with other developer ingredients.

3. A photographer developer containing an organic acid salt of an aromatic hydroxyl-amin together with sodium sulfite and other developer ingredients.

4. A photographic developer containing an organic acidg,.salt of phenyl-hydroxylamin together with sodium sulfite and other developer ingredients.

5. A photographic developer containing phenyl-hydroxyl-amin oxalate together with other developer ingredients.

6. A photographic developer comprising an alkaline solution containing an organic acid salt of an aromatic hydroxyl-amin, and sodium sulfite.

7. A photographic developer comprising an alkaline solution containing an organic acid salt of phenyl-hydroxyl-amin and sodium sulfite.

8. A photographic developer comprising an aqueous solution of phenyl-hydroxylamin oxalate, together with sodium sulfite and sodium carbonate.

9. A photographic developer containing phenyl-hydroxyl-amin oxalate together with sodium sulfite.

10. A photographic developer comprising a solution in water of phenyl-hydroxylamin oxalate sodium sulfite, sodium carbonate, and hydroquinone.

11. A photographic developer comprising a solution in water of phenyl-hydroxylamin, oxalate sodium sulfite, sodium carbonate, potassium bromide, and hydroquinone.

12. A photographic developer containing in a dry state a stable aromatic hydroxylamin compound.

13. A photographic developer containing in a dry state a stable aromatic hydroxyl- 2min compound together with sodium sul- 14. A photographic developer containing 'in a dry state a stable aromatic hydroxylamin compound together with sodium sulfite and hydro-quinone.

15. A photographic developer comprising a stable aqueous solution of an aromatic hydroxyl-amin compound together with sodium sulfite, hydro-quinone and sodium carbonate.

16. A photographic developer comprising a stable aqueous solution of an aromatic hydroxyl-amin compound together with a protective ingredient preventing objectionable too rapid oxidation of such compound.

17. The process of developing photograpic materials, which comprises treatinthe same with a'solution of an organic acid salt of an aromatic hydroxyl-amin containing sodium sulfite and alkali.

18. The process of developing photographic materials, which comprises treating the same with a solution of phenyl-hydroxyL amin oxalate containing sodium sulfite and sodium carbonate.

19.. The process of developing photo-=- graphic materials, which comprises treating the same w1th a stable solutlon of an aromatic hydroxyl-amin susbstanoe containing sodium sulfite, sodium carbonate and hydro- 5 quinone.

20. The process of developing photographic materials, which comprises treating same with a solution of phenyl-hydroxylamin oxalate containing also sodium sul- 10 fite hydroquinone and sodium carbonate.

21. The process of developing photographic materials, which comprises treating same with a solution of phenyl-hydroxl-amin oxalate containing also sodium sulfite, hydroquinone, sodium carbonate, and potassium bromide.

In testimony whereof I aflix my signature.

NATHAN SULZBERGER. 

